Ab Initio calculations for N-methyl-1-(N'-acetylamino)-t-2-phenylcyclohexane-r-1-carboxamide: a gamma-turn mimetic

  1. Avenoza, A. 1
  2. Campos, P.J. 1
  3. Cativiela, C. 2
  4. Peregrina, J.M. 1
  5. Rodríguez, M.A. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

  2. 2 Instituto de Nanociencia y Materiales de Aragón
    info

    Instituto de Nanociencia y Materiales de Aragón

    Zaragoza, España

    ROR https://ror.org/031n2c920

Revista:
Tetrahedron

ISSN: 0040-4020

Año de publicación: 1999

Volumen: 55

Número: 5

Páginas: 1399-1406

Tipo: Artículo

DOI: 10.1016/S0040-4020(98)01112-0 SCOPUS: 2-s2.0-0033613728 WoS: WOS:000078214900015 GOOGLE SCHOLAR

Otras publicaciones en: Tetrahedron

Resumen

An ab initio quantum mechanical study of the conformational preferences of N-methyl-1-(N'-acetylamino)-t-2-phenylcyclohexane-r-1-carboxamide, a cyclic analogue of phenylalanine (MeNH-c6Phe-CONHMe), has been performed at the HF/3-21G and HF/6-31G computational levels. Results show a γ-turn geometry. Furthermore, this report describes the synthesis of the above peptide analogue in its racemic form.